Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,143 - $4,000 /night
Sunset
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The villa rental Sunset in Pointe-Milou is a charming Caribbean property offering majestic views over the ocean and the glowing sunsets. Located on the rolling hills of St-Barts, this three-bedroom vacation home with a h... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $5,714 /night
Sam Lion
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious Sam Lion is a magnificent three-bedroom property located on the hillside above Anse des Cayes.
Fully air-conditioned and equipped with utmost comfort in a bright and lovely décor, this vacation home wel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $2,857 /night
Carpe Diem
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Carpe Diem is a charming property located in Colombier in front of a magnificent view over the ocean and the glorious sunsets. Nestled in a lush tropical environment, this very private holiday home wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $7,857 /night
Casa Pablo
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Villa Casa Pablo is a magnificent four-bedroom property located in Grand-Cul-de-Sac. This vacation rental in St-Barths offers a breathtaking view over the ocean and the surrounding nature, as well as superb swimming pool... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $4,000 /night
Isia
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
From a high vantage point on the hillside of St. Jean, Villa Isia looks out over a breathtaking expanse of clear, blue water to the islets in the distance. Chic and modern in design and decor, and with advantages like a ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $3,572 /night
Beauvoir
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The French word "Beauvoir" means "Beautiful View" and Villa Beauvoir more than lives up to its name. With its location in the hills of Parc de la Baie Orientale, the views not only sweep over Bai Orientale and the waters... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,143 - $5,000 /night
Azur Dream
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Villa Azur Dream offers luxurious accommodations with plenty of amenities. With seven bedrooms, guests will have ample space to relax and unwind in comfort. The ensuite bathrooms add an extra level of convenience and pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,143 - $6,429 /night
Santa Alicia
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Construction is expected to continue through mid-May 2026... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $4,286 /night
Truffle
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Truffle in St Martin an amazing, luxurious and modern five-bedroom villa
Villa Truffle, is a luxurious retreat nestled within a meticulously maintained tropical garden. This exceptional property is perched on a ... more
Additional Fees: Damage Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,143 - $4,571 /night
Villa Casa Roc
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Roc is a very nice three-bedroom villa ideally located in the centre of Gustavia, within walking distance of the restaurants, shops and Shell Beach.
The view on Gustavia harbour is amazing. At night, the city and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,143 - $6,429 /night
Rose Dog
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a hillside in Dévé, the vacation rental Rose Dog is a superb four-bedroom property with spectacular views over the Caribbean Sea from Petit-Cul-De-Sac to Toiny Bay. Very private and equipped with utmost comf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,142 - $2,656 /night
Spanish Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Spanish Cove is the epitome of a Caribbean beach house tucked in the center of the small, busy town of Runaway Bay. Built in classic Jamaican style, with a wide veranda and beautiful decorative fan lights throughout, Spa... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,135 - $3,000 /night
Phoenix Villa
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Introducing Phoenix Villa, a lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,131 - $4,714 /night
Micela
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Imagine a sumptuous vacation villa close to the sea, located on the white sand of Flamands beach... The song of waves makes days truly enchanting in the island's mild breeze. The seaside villa Micela is the ideal place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,129 - $2,886 /night
Villa 3
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This elegant and exceptionally spacious five-bedroom, 5 1/2-bathroom waterfront villa comes with a private boat slip at the bottom of the garden. The generously sized living areas open onto extended decks that boast brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$1,129 - $5,000 /night
Belharra Lagoon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury vacation rental Belharra Lagoon is located in Grand-Cul-de-Sac close to the pond and the lagoon. Coming with upscale services, this beautiful villa opens onto an amazing view over the bay, a true dream place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,127 - $2,200 /night
Coconut Palm Villa
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Coconut Palm Villa is a luxurious three-bedroom oasis literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within easy walking distance of many of the West End’s gourmet ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,118 - $2,541 /night
1 BDM Oceanfront Suite at Windsong Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Exquisite Grace Bay views, expansive interiors, luxury finishes, and British West Indies-inspired furnishings define this spacious suite. Double, sliding glass doors from the living room and dining area/kitchen, pocket i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,117 - $2,000 /night
On the Rocks
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
On the Rocks signifies the true Turks & Caicos lifestyle and charm. This three-bedroom luxury waterfront home was designed to be shared and enjoyed by families to relax with your shoes off and forget about time for a bit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$1,114 - $2,100 /night
Villa ValMarc
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa ValMarc is comprised of two free-standing pavilions with tastefully decorated indoor/outdoor living areas. The main pavilion features a wall of sliding glass to highlight the stunning view and a great room, includi... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,110 - $3,160 /night
Beaulieu
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Perched above the shimmering turquoise waters of the Caribbean Sea, Villa Beaulieu offers an extraordinary vantage point over Baie Rouge Beach, with uninterrupted views stretching toward the neighboring island of Anguill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,100 - $3,300 /night
Sylanna
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located within the prestigious Sandy Lane Estate, Sylanna is a beautifully appointed 5 bedroom villa set in over an acre of lush, mature gardens. This private retreat offers a rare combination of timeless elegance and mo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,100 - $2,700 /night
Hacienda B21
4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,100 - $2,500 /night
Vista Del Polo
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
All guests must register with the Casa de ... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$1,100 - $1,200 /night
Caicos Breeze
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Caicos Breeze Villa is situated in the quiet Karaya Blue community in the Long Bay area, one street back from the ocean. This three-bedroom, three-bathroom villa is newly built, modern in design, and professionally appoi... more
Additional Fees: Cleaning Fee $375.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,100 - $3,750 /night
Songbird Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Songbird Villa is a captivating five-bedroom retreat designed to offer a truly remarkable Caribbean experience. Situated in the middle of the finest luxury villas in Anguilla, Songbird Villa masterfully blends modern sty... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,100 - $3,150 /night
Le Cheval
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$1,100 - $3,143 /night
Mandalay
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Beautiful Mandalay, nestled into the hillside in the exclusive residential enclave of Terres Basses in French St. Maarten, enjoys a superb view over the Caribbean and the picturesque sunsets of the nearby beach of Plum B... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,100 - $4,600 /night
The One at the St James
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The beach experiences seasonal fluctuations in its accessibility.
Nestled along the exclusive West Coast of Barbados, just south of the renowned Sandy Lane Hotel, this first-floor luxury condominium o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,100 /night
Affiniti
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
20 minutes away from Providenciales International Airport, this spacious home sits perched overlooking Chalk Sound Creek and ocean. With a stunning sunset view, an amazing infinity pool, which is one of the highlights of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,100 - $2,700 /night
Tortuga B10
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,100 - $2,200 /night
Seascape Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Seascape, an exquisite four-bedroom beachfront villa, is the quintessential destination for an unforgettable island getaway with your loved ones. Situated on the picturesque Gibbes Beach along the prestigious platinum co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,095 - $2,795 /night
Halcyon Point
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Welcome to Halcyon Point, a newly constructed 5-bedroom luxury villa with modern architecture set on the oceanfront in the North Side. With over 200 feet of beachfront and breathtaking ocean views from every room, this v... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,395 /night
Wind Upon the Waves
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,845 /night
Kai-Yak Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Kai-yak Cove is a newly-built luxury Caribbean-style villa in the tranquil resort neighbourhood of Cayman Kai. Guests will enjoy many unique features, including a wrap-around veranda, a pool with a heated spa, an outdoor... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,895 /night
Kai Vista
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Kai Vista, a recently remodeled 4-bedroom, 4-bath villa perched on an elevated ridge in Rum Point with a private pool and heated spa.
Grab your nice shades and head down to the beachfront sundeck lined with... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,082 - $1,818 /night
Garden Studio at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Garden Studios feature a king bed, balcony or terrace with a view of the pool or gardens, bathroom with stand-up shower, A/C and ceiling fan, flat screen television with international channels, in-room electronic safe, i... more
Additional Fees: Damage Waiver $299.00 flat
$1,080 - $4,286 /night
Beach Secrets
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Beach Secrets is a modern four-bedroom house located in the residential area of Beacon Hill, near Maho Beach in Saint Martin. This stunning villa offers magnificent sea views and features a private swimming pool.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,080 - $2,700 /night
Hacienda A13 | Buena Vida
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,077 - $3,429 /night
Encore
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
You arrive at Encore along a long, inviting drive filled with palms, exotic tropical flowers, trees, and shrubs. Beautiful gardens fill the entry courtyard and completely surround the villa. The Moorish-inspired soaring ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,075 - $2,100 /night
Calabash Deluxe Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
All Deluxe Suites are fitted with King Size beds dressed in... more
Additional Fees: Damage Waiver $299.00 flat
$1,071 - $3,000 /night
Ocean Breeze Villas
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Experience luxury living at its finest in these stunning Villas nestled in the exclusive Indigo Bay, Sint Maarten.
Step outside to your private oasis at Ocean Breeze Villa B, featuring a heated pool, BBQ area, and sun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,071 - $3,929 /night
Kailio
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located on the heights of Colombier, the beautiful vacation Villa Kailio in St. Barths offers a breathtaking view over the ocean and the glowing sunsets. Close to Flamands Beach and restaurants, this three-bedroom vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $5,000 /night
Roy
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Roy in St. Barths is a magnificent four-bedroom property overlooking the lagoon and the ocean, in the heart of a green environment. Located in Vitet, it offers a high level of services, making it the ideal place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,571 /night
Fun and Sun
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Fun and Sun is a brand new villa in St Jean. Good walkers will go to the beach, shops and restaurants on foot. The long heated pool overlooks the pond and St Jean Bay. Two of the bedrooms are accessible by the living, th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,571 /night
Ecoute les Vagues
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The vacation rental villa Ecoute Les Vagues is a beachfront property located on the sandy beach of Flamands. It offers a magnificent view over the ocean, the Fregate and Bonhomme islands, and the sunsets, making this thr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $7,143 /night
La Bella Casa
12 Bedroom Villa, 12 Bathrooms, Sleeps 24
La Bella Casa is a charming Caribbean estate surrounded by lush tropical gardens and sprawling green lawns. The views overlooking the elegant La Samanna Hotel, Baie Longue Beach, and the deep blue Caribbean dazzle mornin... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,071 - $3,571 /night
Sand Castle
4 Bedroom Villa, 3 Bathrooms, Sleeps 7
Villa Sand Castle is a beautiful holiday rental located on the white sandy beach of Lorient. Very bright and comfortable, this four-bedroom beach house is the perfect vacation spot for a group of friends wishing to enjoy... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,571 /night
Flamands Bay
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located only a few steps away from the fantastic Flamands Beach, the charming rental villa Flamands Bay in St. Barths offers a splendid view over the sparkling ocean, the beach and the surrounding islands. Built on two l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $4,071 /night
Clementine
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Vitet, the villa rental Clementine is a three-bedroom property with a swimming pool and breathtaking ocean views. Spacious and comfortable, this vacation home in St-Barths offers luxurious, brig... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%